1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol

Base Information

• Chemical Name: 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol
• CAS No.: 479578-05-7
• Molecular Formula: C₂₆H₂₅NO
• Molecular Weight: 367.491

Synonyms:1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol

Chemical Property of 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol

Chemical Property:

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Technology Process of 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol

There total 2 articles about 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

(1R)-1-phenyl-2-((1R')-1'-phenylethyl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine (354147-45-8) → 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol (479578-05-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1016/S0957-4166(02)00324-5

Reference yield:

1-((R)-phenyl-(((R)-1-phenylethyl)amino)methyl)naphthalen-2-ol (313963-79-0,845674-61-5) → 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol (479578-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; H₂O / 15 h / 20 °C

2: 63 percent / NaBH₄; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C

With sodium tetrahydroborate; acetic acid; In tetrahydrofuran; water;

DOI:10.1016/S0957-4166(02)00651-1

Reference yield: 99.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-ol (479578-05-7) → 1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-yl trifluoromethanesulfonate (479578-07-9)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/S0957-4166(02)00324-5

upstream raw materials:

(1R)-1-phenyl-2-((1R')-1'-phenylethyl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine

1-((R)-phenyl-(((R)-1-phenylethyl)amino)methyl)naphthalen-2-ol

Downstream raw materials:

1-{(R)-[N-methyl-((1'R)-1'-phenylethyl)amino](phenyl)methyl}naphthalen-2-yl trifluoromethanesulfonate

{(R)-[2-(diphenylphosphinoyl)naphthalen-1-yl](phenyl)methyl}methyl((1R')-1'-phenylethyl)amine

{(R)-[2-(di-p-tolylphosphinoyl)naphthalen-1-yl](phenyl)methyl}methyl((1R')-1'-phenylethyl)amine

25,27-bis[(1-((R)-phenyl{methyl[(1'R)-1'-phenylethyl]amino}-methyl)naphthalen-2-yloxy)propoxy]-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene

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